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D-A polymer based on conjugate plane expansion of 3,4,9,10-perylenetetracarboxylic diimide and preparation method thereof

A technology of perylene imide and conjugated plane, which is applied in the field of D-A polymer and its preparation based on perylene imide conjugated plane expansion, can solve the problems of systematic research, fusion of building units, etc., and achieve high electron affinity The effect of energy, low lowest unoccupied molecular orbital

Active Publication Date: 2020-11-17
SUN YAT SEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in the existing discoveries, the integration of these two building blocks has not been systematically studied.

Method used

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  • D-A polymer based on conjugate plane expansion of 3,4,9,10-perylenetetracarboxylic diimide and preparation method thereof
  • D-A polymer based on conjugate plane expansion of 3,4,9,10-perylenetetracarboxylic diimide and preparation method thereof
  • D-A polymer based on conjugate plane expansion of 3,4,9,10-perylenetetracarboxylic diimide and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0060] (1) Substitute 0.76g of 2-decyltetradecane-1-amine substituted 1,7-dibromoperyleneimide (DT-PDI) and 0.84g of 1-bromo-2-decyltetradecane Add the 6-boronester isatin into the sealed tube, degas and ventilate, three times in a row; then add 20ML of tetrahydrofuran solvent and 1.5ML (2mol.L) of tripotassium phosphate aqueous solution and stir, and add 17.2mg of Tris(dibenzylideneacetone) dipalladium catalyst and 21.8 mg of tri-tert-butylphosphine tetrafluoroborate were pumped and ventilated three times, and then the temperature was raised to 80°C for 12 hours. Purified by chromatographic column, the ratio of eluent dichloromethane to petroleum ether is 3:5; weigh 50 mg of the obtained crude product into a column reaction flask, add a grain of iodine as a catalyst, and then add 20 mL Toluene solvent, heated at 90°C, under the atmosphere of air, LED blue light continued to irradiate for 12 hours, return to room temperature after the reaction, distill the reaction solution un...

Embodiment 2

[0065] (1) Substitute 0.76g of 2-decyltetradecane-1-amine substituted 1,7-dibromoperyleneimide (DT-PDI) and 0.84g of 1-bromo-2-decyltetradecane Add the 6-boronester isatin into the sealed tube, degas and ventilate, three times in a row; then add 20ML of tetrahydrofuran solvent and 1.5ML (2mol.L) of tripotassium phosphate aqueous solution and stir, and add 17.2mg of Tris(dibenzylideneacetone) dipalladium catalyst and 21.8 mg of tri-tert-butylphosphine tetrafluoroborate were pumped and ventilated three times, and then the temperature was raised to 80°C for 12 hours. Purified by chromatographic column, the ratio of eluent dichloromethane to petroleum ether is 3:5; weigh 50 mg of the obtained crude product into a column reaction flask, add a grain of iodine as a catalyst, and then add 20 mL Toluene solvent, heated at 90°C, under the atmosphere of air, LED blue light continued to irradiate for 12 hours, return to room temperature after the reaction, distill the reaction solution un...

Embodiment 3

[0070] (1) Substitute 0.76g of 2-decyltetradecane-1-amine substituted 1,7-dibromoperyleneimide (DT-PDI) and 0.84g of 1-bromo-2-decyltetradecane Add the 6-boronester isatin into the sealed tube, degas and ventilate, three times in a row; then add 20ML of tetrahydrofuran solvent and 1.5ML (2mol.L) of tripotassium phosphate aqueous solution and stir, and add 17.2mg of Tris(dibenzylideneacetone) dipalladium catalyst and 21.8 mg of tri-tert-butylphosphine tetrafluoroborate were pumped and ventilated three times, and then the temperature was raised to 80°C for 12 hours. Purified by chromatographic column, the ratio of eluent dichloromethane to petroleum ether is 3:5; weigh 50 mg of the obtained crude product into a column reaction flask, add a grain of iodine as a catalyst, and then add 20 mL Toluene solvent, heated at 90°C, under the atmosphere of air, LED blue light continued to irradiate for 12 hours, return to room temperature after the reaction, distill the reaction solution un...

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Abstract

The invention discloses a novel, stable and good-solubility D-A polymer based on conjugate plane expansion of 3,4,9,10-perylenetetracarboxylic diimide and a preparation method of the D-A polymer. Thepolymer effectively improves the device performance of an organic semiconductor. The structural general formulas of the D-A polymer based on the conjugate plane expansion of 3,4,9,10-perylenetetracarboxylic diimide are shown as formulas (I) and (II). In the formulas, R and R'are C5-C18 fork chains or straight chains, and n is a positive integer in a range of 1 to 100.

Description

technical field [0001] The invention relates to the field of material synthesis and organic semiconductor technology, in particular to a D-A polymer based on peryleneimide conjugate plane extension and a preparation method thereof. Background technique [0002] In recent years, the research work on conjugated polymers is in the ascendant, and gradually formed a research center integrating chemistry, physics, materials science, including the design and synthesis of conjugated polymers, the structure-activity relationship of conjugated polymer optoelectronic functional materials and the physical research of corresponding devices. , information science and other interdisciplinary research fields. Compared with traditional inorganic semiconductor materials, conjugated polymers have more effective performance regulation. By changing the polymer main chain and side chain substituents, the solubility, optical properties, electrochemical properties and crystallization of polymers ca...

Claims

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Application Information

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IPC IPC(8): C08G61/12H01L51/40H01L51/46
CPCC08G61/124C08G61/126C08G2261/124C08G2261/18C08G2261/414C08G2261/3241C08G2261/3223C08G2261/1412C08G2261/3243H10K85/151H10K85/113Y02E10/549
Inventor 岳晚于亚苹吴凡朱修远
Owner SUN YAT SEN UNIV
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